21 Best Vintage-Inspired Updos

Rockabilly Rebel with Two-Toned Hair

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For those who love to mix classic and edgy, a two-toned rockabilly hairstyle is the perfect blend of vintage and modern rebellion.

a) Deep blue waves with jet-black bangs for a bold contrast
b) Half-up victory roll for an iconic rockabilly twist
c) Studded leather jacket paired with a polka-dot dress for a fusion of styles

Retro Road Trip Glam

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A French twist with a silk scarf is the ultimate nod to vintage road-trip fashion. This timeless hairstyle exudes effortless style.

a) Elegant retro French twist with a soft, sophisticated shape
b) Silk scarf for an added pop of color and authenticity
c) 1950s swing dress to complement the nostalgic aesthetic

Marilyn-Inspired Bombshell Look

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Channeling old Hollywood glamour, platinum blonde pin curls are perfect for those who want to embrace a sultry and sophisticated rockabilly style.

a) Glamorous side-parted pin curls for a voluminous look
b) Fitted red halter dress to enhance the bombshell effect
c) White gloves for an extra touch of vintage elegance

Rebellious Rockabilly Queen

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For those who prefer a tougher edge to their vintage style, a high ponytail with curled ends paired with a studded jacket creates the ultimate rockabilly rebel aesthetic.

a) High ponytail secured with a polka-dot ribbon for a retro touch
b) Studded denim jacket and high-waisted capri pants for a rebellious vibe
c) Red heels to complete the bold and confident look

Neon Diner Beauty

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Nothing says rockabilly like a cherry-print dress and perfectly symmetrical victory rolls. This look is ideal for a fun, flirty, and colorful aesthetic.

a) Victory rolls styled symmetrically for a balanced, vintage feel
b) Cherry-print dress to enhance the pin-up appeal
c) Neon lights in a retro diner setting for a picture-perfect background

Pastel Pin-Up Perfection

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A pastel twist on classic rockabilly fashion, this look combines soft vintage hues with an elegant updo for a dreamy aesthetic.

a) Vintage Gibson roll with a soft pastel pink shade for a unique look
b) Pearl headband to add a delicate, feminine touch
c) Powder blue A-line dress for a sweet and sophisticated vibe